Characterization of the FMN-Dependent Cysteine Decarboxylase from Thioviridamide Biosynthesis

Org Lett. 2019 Jun 21;21(12):4676-4679. doi: 10.1021/acs.orglett.9b01531. Epub 2019 Jun 3.

Abstract

The biosynthesis of thioviridamide-like compounds has not been elucidated. Herein, we report that TvaF from the thioviridamide biosynthetic gene cluster is an FMN-dependent cysteine decarboxylase that transforms the C-terminal cysteine of precursor peptides into a thioenol motif and exhibits high substrate flexibility. We resolved the crystal structure of TvaF bound with FMN at 2.24 Å resolution. Key residues for FMN binding and catalytic activity of TvaF have been identified and evaluated by mutagenesis studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carboxy-Lyases / chemistry
  • Carboxy-Lyases / metabolism*
  • Flavin Mononucleotide / chemistry
  • Flavin Mononucleotide / metabolism*
  • Models, Molecular
  • Molecular Structure
  • Peptides, Cyclic / biosynthesis*
  • Peptides, Cyclic / chemistry
  • Thioamides / chemistry

Substances

  • Peptides, Cyclic
  • Thioamides
  • thioviridamide
  • Flavin Mononucleotide
  • Carboxy-Lyases
  • cysteine decarboxylase